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SissyCaptionStories

Your bully caught you dressed up and turned you into his cock

Your bully caught you dressed up and turned you into his cock

SissyCaptionStories

That's what friends are for!

That's what friends are for!

SissyCaptionStories

Much needed R&R

Much needed R&R

SissyCaptionStories

You'll pay him next time...

You'll pay him next time...

SissyCaptionStories

Losing control (1/4)

Losing control (1/4)

SissyCaptionStories

Actions have consequences

Actions have consequences

SissyCaptionStories

Doctor's orders

Doctor's orders

SissyCaptionStories

You planned on setting up an OnlyFans and making a fortune from

You planned on setting up an OnlyFans and making a fortune from

SissyCaptionStories

You have such a busy schedule

You have such a busy schedule

SissyCaptionStories

Dance for him, sissy!

Dance for him, sissy!

SissyCaptionStories

You surely don't want to lose the bet...

You surely don't want to lose the bet...

SissyCaptionStories

Boys night will never be the same

Boys night will never be the same

SissyCaptionStories

Do you believe in magic?

Do you believe in magic?

SissyCaptionStories

You're a little curious...

You're a little curious...

SissyCaptionStories

How the tables have turned

How the tables have turned

SissyCaptionStories

Feeling him unload in your mouth is the best part, be proud.

Feeling him unload in your mouth is the best part, be proud.

SissyCaptionStories

Being her sissy cum dump feels so much better, doesn't it? She

Being her sissy cum dump feels so much better, doesn't it? She

SissyCaptionStories

Do you believe in magic?

Do you believe in magic?

SissyCaptionStories

Losing control (4/4)

Losing control (4/4)

SissyCaptionStories

Inner Sissy Talking

Inner Sissy Talking

SissyCaptionStories

Times are tough

Times are tough

SissyCaptionStories

How to become popular

How to become popular

SissyCaptionStories

Edibles make you HORNY

Edibles make you HORNY

SissyCaptionStories

Sissy Streamer

Sissy Streamer

SissyCaptionStories

He made you an offer you couldn't refuse

He made you an offer you couldn't refuse

SissyCaptionStories

From jerk bud to cocksucker

From jerk bud to cocksucker

SissyCaptionStories

A small Career change

A small Career change

SissyCaptionStories

You have such a busy schedule

You have such a busy schedule

SissyCaptionStories

Oral Fixation

Oral Fixation

SissyCaptionStories

Time to get wet, sissy!

Time to get wet, sissy!

SissyCaptionStories

The last minute replacement

The last minute replacement

SissyCaptionStories

There's no going back now...

There's no going back now...

SissyCaptionStories

Times are tough

Times are tough

SissyCaptionStories

A sissy's first date

A sissy's first date

SissyCaptionStories

Anything to help out a bro

Anything to help out a bro

SissyCaptionStories

His home pet ❤️

His home pet ❤️

SissyCaptionStories

Yes Sir

Yes Sir

SissyCaptionStories

Talk about a 5-star ride

Talk about a 5-star ride

SissyCaptionStories

Oral Fixation

Oral Fixation

SissyCaptionStories

What your late night texting usually leads to...

What your late night texting usually leads to...

SissyCaptionStories

Losing control (4/4)

Losing control (4/4)

SissyCaptionStories

All it took to break your brain was 5 weeks of chastity

All it took to break your brain was 5 weeks of chastity

SissyCaptionStories

Your jerk-off bud really needs to cum. Be a good sissy and drain

Your jerk-off bud really needs to cum. Be a good sissy and drain

SissyCaptionStories

Should I tell him my sissy secret?~

Should I tell him my sissy secret?~

SissyCaptionStories

Movie Night

Movie Night

SissyCaptionStories

A Scrawny Nerd's Revenge

A Scrawny Nerd's Revenge

SissyCaptionStories

One more can't hurt

One more can't hurt

SissyCaptionStories

From jerk bud to cocksucker

From jerk bud to cocksucker

SissyCaptionStories

You really proved him wrong

You really proved him wrong

SissyCaptionStories

The Best bet in Your Life

The Best bet in Your Life

* T O P L I S T * T O P L I S T *